Plan a trip to see Winter Park Playhouse

Price found within the past 48 hours. Click for updated prices.

Westgate Lakes Resort & Spa Universal Studios Area

per person

Oct 9 - Oct 15

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Orlando (MCO)

8.2/10 Very Good! (5,097 reviews)

Easily accessible, amenities like the Water Park, courtesy of the staff

Reviewed on Jul 23, 2025

Westgate Palace Hotel / Universal / I-Drive

International Drive District

per person

Oct 9 - Oct 15

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Orlando (MCO)

8.6/10 Excellent! (1,006 reviews)

A very clean and fragrant hotel. Close to all the parks and restaurants. The girl who works at the cafe is very friendly. I highly recommend it.

Reviewed on Jul 22, 2025

The Delaney Hotel

South Orange

per person

Oct 9 - Oct 15

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Orlando (MCO)

9.6/10 Exceptional! (1,000 reviews)

Very clean, super nice employees, beautiful rooms and super tidy

Reviewed on Jul 19, 2025

Browse tours and tickets to explore Winter Park Playhouse

Tours & day trips

See all 38 activities

Wizard of OZ Museum tour

Free cancellation available

Water activities

See all 14 activities

LED Glow in the Dark Clear Kayak or Clear Paddleboard in Paradise

Free cancellation available

Food, drink & nightlife

See all 13 activities

Go City: Orlando Explorer Pass - Choose 2 to 5 Attractions

Cruises & boat tours

See all 6 activities

Go City: Orlando All-Inclusive Pass with Kennedy Space Center

Private & custom tours

See all 4 activities

Orlando’s Historical Highlights: A Self-Guided Audio Tour

Popular places to visit

Winter Park Historical Museum which includes signage

Winter Park History Museum

3.5/5(4 reviews)

Find out about how this community began as the result of a doctor’s advice. Go on a walking tour to learn other interesting facts.

Mead Garden

Explore the great outdoors at Mead Garden, a lovely green space in Winter Park. Stroll along the area's lakeside, or simply savor its top-notch restaurants.

Cornell Fine Arts Museum showing interior views and art

Rollins Museum of Art

4.5/5(4 reviews)

The intimacy of this art museum provides a connection to the works on display. Take the experience further by learning about art at this teaching museum.

Morse Museum of American Art

5/5(10 reviews)

If you admire Tiffany lamps and chandeliers, visit this museum to see the most comprehensive collection of works by the designer behind them.

Casa Feliz Historic Home Museum

This house serves as the backbone for preserving other historic buildings in the city. Visit this beautiful building for its cultural events.

Lake Virginia

Cruise the waterway to see expansive homes and wildlife in this former citrus-growing town. A chain of lakes lets you see the city from a unique perspective.